The present invention provides a sulfur-free and phosphorus-free organoboron compound, and preparation method thereof and use thereof. The organoboron compound of the present invention has a structure as shown in formula (I):

##STR00001##

The definition of each group can be found in the specification. The organoboron compound of the present invention has excellent antioxidant properties and anti-wear and friction-reducing properties.

A synergistic mixture comprising from 1 to 99.9% by weight of compounds having structural elements (I) ##STR00001##
in which the free valencies on the oxygen atom and on the nitrogen atom may be combined to form a five-, six- or seven-membered ring and the benzene ring may also bear substituents at one or more of the free positions, and from 0.1 to 99% by weight of sulfur-containing organic compounds with antioxidant action. This synergistic mixture is suitable as a stabilizer for stabilizing inanimate organic material, especially mineral oil products and fuels, against the action of light, oxygen and heat.

A synergistic mixture comprising from 1 to 99.9% by weight of compounds having structural elements (I) ##STR00001##
in which the free valencies on the oxygen atom and on the nitrogen atom may be combined to form a five-, six- or seven-membered ring and the benzene ring may also bear substituents at one or more of the free positions, and from 0.1 to 99% by weight of sulfur-containing organic compounds with antioxidant action. This synergistic mixture is suitable as a stabilizer for stabilizing inanimate organic material, especially mineral oil products and fuels, against the action of light, oxygen and heat.

A synergistic mixture comprising from 1 to 99.9% by weight of compounds having structural elements (I) ##STR00001##
in which the free valencies on the oxygen atom and on the nitrogen atom may be combined to form a five-, six- or seven-membered ring and the benzene ring may also bear substituents at one or more of the free positions, and from 0.1 to 99% by weight of sulfur-containing organic compounds with antioxidant action. This synergistic mixture is suitable as a stabilizer for stabilizing inanimate organic material, especially mineral oil products and fuels, against the action of light, oxygen and heat.

A synergistic mixture comprising from 1 to 99.9% by weight of compounds having structural elements (I) ##STR00001##
in which the free valencies on the oxygen atom and on the nitrogen atom may be combined to form a five-, six- or seven-membered ring and the benzene ring may also bear substituents at one or more of the free positions, and from 0.1 to 99% by weight of sulfur-containing organic compounds with antioxidant action. This synergistic mixture is suitable as a stabilizer for stabilizing inanimate organic material, especially mineral oil products and fuels, against the action of light, oxygen and heat.

A lubricating oil comprises a major amount of a base oil and a minor amount of an additive package, and the additive package comprises at least one friction modifier of formula I: ##STR00001##
where R is a linear or branched, saturated, unsaturated, or partially saturated hydrocarbyl having about 8 to about 22 carbon atoms or R is represented by: ##STR00002##
and R.sub.1 is a linear or branched, saturated, unsaturated, or partially saturated hydrocarbyl having about 8 to about 22 carbon atoms and R.sub.2 is hydrogen or a hydrocarbyl having about 1 to about 2 carbon atoms. Methods of using the lubricating oil to improve thin film and/or boundary layer friction in an engine are also disclosed.

A lubricating oil comprises a major amount of a base oil and a minor amount of an additive package, and the additive package comprises at least one friction modifier of formula I: ##STR00001##
where R is a linear or branched, saturated, unsaturated, or partially saturated hydrocarbyl having about 8 to about 22 carbon atoms or R is represented by: ##STR00002##
and R.sub.1 is a linear or branched, saturated, unsaturated, or partially saturated hydrocarbyl having about 8 to about 22 carbon atoms and R.sub.2 is hydrogen or a hydrocarbyl having about 1 to about 2 carbon atoms. Methods of using the lubricating oil to improve thin film and/or boundary layer friction in an engine are also disclosed.